ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
9th Edition
ISBN: 9780134645704
Author: WADE AND SIMEK
Publisher: PEARSON
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Chapter 11, Problem 11.42SP

(a)

Interpretation Introduction

To determine: The accomplishment of given synthetic conversion.

Interpretation: The accomplishment of given synthetic conversion is to be stated.

Concept introduction: The metallic sodium is used for conversion of alcohols into sodium alkoxide. The further reaction of sodium alkoxide with an alkyl halide yields ether compounds.

(b)

Interpretation Introduction

To determine: The accomplishment of given synthetic conversion.

Interpretation: The accomplishment of given synthetic conversion is to be stated.

Concept introduction: Sodium hydroxide is used for the conversion of alkyl halide into primary alcohol. The conversion of a primary alcohol into aldehyde is done by PCC reagent.

The Grignard reagent is prepared by reaction of an alkyl halide with metallic magnesium in the presence of THF (tetra hydro furan). The further reaction of prepared aldehyde with Grignard reagent in the presence of ether/H3O+ followed by heat yields an alkene with C-Ccoupling.

(c)

Interpretation Introduction

To determine: The accomplishment of given synthetic conversion.

Interpretation: The accomplishment of given synthetic conversion is to be stated.

Concept introduction: The Grignard reagent is prepared by reaction of an alkyl halide with metallic magnesium in the presence of THF (tetra hydro furan). The further reaction of an aldehyde with Grignard reagent in the presence of ether/H3O+ yields an alcohol. The conversion of a primary alcohol into aldehyde is done by PCC reagent.

(d)

Interpretation Introduction

To determine: The accomplishment of given synthetic conversion.

Interpretation: The accomplishment of given synthetic conversion is to be stated.

Concept introduction: The conversion of a primary alcohol into aldehyde is done by PCC reagent. The further reaction of aldehyde with Grignard reagent in the presence of ether/H3O+ yields an alcohol.

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Chapter 11 Solutions

ORGANIC CHEMISTRY

Ch. 11.6 - Predict the products of the following reactions....Ch. 11.7A - Propose a mechanism for the reaction of a....Ch. 11.7B - Prob. 11.13PCh. 11.7B - Show how you would use a simple chemical test to...Ch. 11.7C - Neopentyl alcohol, (CH3)3CCH2OH, reacts with...Ch. 11.7C - Prob. 11.16PCh. 11.7C - When cis-2-methylcyclohexanol reacts with the...Ch. 11.8 - Prob. 11.18PCh. 11.9 - Prob. 11.19PCh. 11.9 - Prob. 11.20PCh. 11.9 - Prob. 11.21PCh. 11.10A - Prob. 11.22PCh. 11.10A - Some alcohols undergo rearrangement or other...Ch. 11.10B - Prob. 11.24PCh. 11.10B - Explain why the acid-catalyzed condensation is a...Ch. 11.10B - Prob. 11.26PCh. 11.10B - When the following substituted cycloheptanol...Ch. 11.11A - Prob. 11.28PCh. 11.11A - Prob. 11.29PCh. 11.11B - Predict the products formed by periodic acid...Ch. 11.12 - Prob. 11.31PCh. 11.13A - Prob. 11.32PCh. 11.14 - Prob. 11.33PCh. 11.14 - a. Show how ethanol and cyclohexanol may be used...Ch. 11.14 - Prob. 11.35PCh. 11.14 - Phenols (pKa 10) are more acidic than other...Ch. 11.14 - To practice working through the early parts of a...Ch. 11.14 - Prob. 11.38PCh. 11 - Predict the major products of the following...Ch. 11 - Show how you would convert 2-methylcyclopentanol...Ch. 11 - In each case, show how you would synthesize the...Ch. 11 - Prob. 11.42SPCh. 11 - Prob. 11.43SPCh. 11 - Prob. 11.44SPCh. 11 - Both cis- and trans-2-methylcyclohexanol undergo...Ch. 11 - Prob. 11.46SPCh. 11 - Prob. 11.47SPCh. 11 - Show how you would make each compound, beginning...Ch. 11 - Predict the major products (including...Ch. 11 - Show how you would use simple chemical tests to...Ch. 11 - The compound shown below has three different types...Ch. 11 - Prob. 11.52SPCh. 11 - Prob. 11.53SPCh. 11 - Prob. 11.54SPCh. 11 - Prob. 11.55SPCh. 11 - Show how you would synthesize the following...Ch. 11 - Show how you would synthesize the following...Ch. 11 - The following pseudo-syntheses (guaranteed not to...Ch. 11 - Two unknowns, X and Y, both having the molecular...Ch. 11 - The Williamson ether synthesis involves the...Ch. 11 - Prob. 11.61SPCh. 11 - Prob. 11.62SPCh. 11 - Alcohols combine with ketones and aldehydes to...Ch. 11 - Prob. 11.64SPCh. 11 - Prob. 11.65SPCh. 11 - Prob. 11.66SP
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